Benzoyl hypoiodite

For example, when benzoyl peroxide is allowed to decompose in the presence of an olefin and iodine a high yield of the olefin dibenzoate is formed And very little carbon dioxide. Since Hammond has shown that the rate of the decomposition is independent of the iodine concentration, the iodine must not participate in the rate-determining initial step. It probably reacts with the benzoyloxy radicals to form benzoyl hypoiodite.U8>11 ... 

Benzoyl hypoiodite, C HsCOOI, a similar complex with similar applications, is formed from iodine and 2 mol of silver benzoate [783, 784], Silver p-chloro- and 3,5-dinitrobenzoates react analogously [783] (equation 17). 

The acylation reaction has been shown to be reversible in a number of cases, for example formyl, acetyl and benzoyl groups can be removed again by strong acids to regenerate the parent hydrocarbon [98,111]. Acetyl groups in the 1- and 3-positions can be oxidised fo carboxyl groups by means of sodium hypoiodite [47] the carboxyl... 

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